Acetic Acid → N-(3-chloropropyl)-6-acetyl-2-benzoxazolinone

HRID 233183

반응식

HRID 233183 반응식
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][C:6]1=[O:14].[C:15](O)(=[O:17])[CH3:16]>>[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][C:12]([C:15](=[O:17])[CH3:16])=[CH:13][C:8]=2[O:7][C:6]1=[O:14]

참가 물질

3

반응물 2

HCID 176Acetic AcidHCID 100360722(3H)-Benzoxazolone, 3-(3-chloropropyl)-

생성물 1

HCID 10400030N-(3-chloropropyl)-6-acetyl-2-benzoxazolinone

반응 조건

온도
100 °C

실험 절차

A mixture of N-(3-chloropropyl)-2-benzoxazolinone (8.5 g, 40 mmol), polyphosphoric acid (100 g), and acetic acid (2.4 g, 2.3 ml, 40 mmol), was stirred and heated at 100° C. for 2 hours. The hot solution was poured into ice-water to deposit a yellow gum. The mixture was extracted with dichloromethane, and insolubles were filtered. The dichloromethane extract was washed with water, dried (K2CO3), and concentrated to afford 6.4 g of a slightly green solid. This was recrystallized from ethanol (95%) to yield N-(3-chloropropyl)-6-acetyl-2-benzoxazolinone as a brown solid, 3.5 g, m.p.=100°-103° C.

후처리

  1. extractionThe mixture was extracted with dichloromethane, and insolubles
  2. filtrationwere filtered
  3. extractionThe dichloromethane extract
  4. washwas washed with water
  5. dry with materialdried (K2CO3)
  6. concentrationconcentrated
  7. customto afford 6.4 g of a slightly green solid
  8. customThis was recrystallized from ethanol (95%)

출처 및 근거

ORD 기록
ord-b69a5b8106004ddd9f07a8db885b73b4
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05591745

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